Cyrus E. Cheslak

        Associate
        Contact Info
        Cyrus E. Cheslak Cyrus E. Cheslak

        Cyrus is a dedicated, hands-on problem-solver who works closely with clients to help them navigate various employment law matters.

        As a member of Verrill’s Labor and Employment Group, Cyrus assists clients with a variety of employment-related matters, including discrimination and harassment claims, employment litigation, and employee relations. He also supports clients in employment counseling matters, including developing and implementing workplace policies and procedures and advising on compliance with evolving legal obligations.

        Drawing on his strong research and writing skills and background in politics, Cyrus approaches each matter in a thoughtful, methodical, and pragmatic way, tailoring his work to align with each client’s operations and goals.

        During law school, Cyrus was a student attorney for the Cumberland County District Attorney’s Office and Cumberland Legal Aid Clinic, and a judicial expert to the Honorable Kermit V. Lipez of the United States Court of Appeals for the First Circuit. He also served as a teaching assistant for the Legal Research & Writing Program and tutored first-year law students, served as Head Case Note & Comment Editor of the Maine Law Review, and competed on Maine Law’s Trial Competition and Moot Court Teams. After graduating magna cum laude from the University of Maine School of Law, Cyrus clerked for The Honorable Thomas E. Humphrey of the Maine Supreme Judicial Court.

        Prior to law school, Cyrus was an aide to United States Senator Susan M. Collins in Washington D.C., where he worked on a variety of legislative matters including health care, agriculture, and nutrition policy, and managed the office’s administrative operations. Cyrus maintains a strong interest in the public policy space.

        Cyrus now lives in Portland with his family and two dogs, where he enjoys hosting backyard barbeques, visiting Maine’s famed breweries, and hiking and exploring Maine’s natural beauty with his kids.

        Services/Industries

        Education

        • University of Maine School of Law (J.D., magna cum laude)
          • Head Case Note & Comment Editor – Maine Law Review
        • Franklin & Marshall College (B.A.)

        Public Service

        • Maine State Bar Association Leadership Academy

        Bar Admissions

        • Maine
        • Massachusetts

        Court and Other Admissions

        • U.S. District Court for the District of Maine

        Memberships

        • Maine State Bar Association
        • Tri-State Defense Lawyers Association
        • Cumberland Bar Association

        Honors

        • Best Brief, Craven Moot Court Competition
        • Faculty Significant Achievement Award
        • Named to New England Super Lawyers Rising Stars list under Civil Litigation: Defense

        Learn more about the third-party ratings, rankings, and selection processes used for inclusion.

        Clerkships

        • Maine Supreme Judicial Court, Justice Humphrey
        Events
        When: August 12, 2026 at 11:00am - 12:00pm ET This Week
        Location: Zoom
        When: June 24, 2026 at 11:00am - 12:00pm
        Location: Webinar

        Firm Highlights

        Media Mentions

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        Media Mentions

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        Media Mentions

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        Alerts and Newsletters

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        Press Releases

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        Blog

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        Blog

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        Alerts and Newsletters

        Maine’s New Employer Surveillance Law, 26 M.R.S. § 620-A

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        Press Releases

        Verrill Recognized by U.S. News as One of the Best Law Firms to Work for in 2026

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